CA2482484A1 - Durable hair treatment composition - Google Patents
Durable hair treatment composition Download PDFInfo
- Publication number
- CA2482484A1 CA2482484A1 CA002482484A CA2482484A CA2482484A1 CA 2482484 A1 CA2482484 A1 CA 2482484A1 CA 002482484 A CA002482484 A CA 002482484A CA 2482484 A CA2482484 A CA 2482484A CA 2482484 A1 CA2482484 A1 CA 2482484A1
- Authority
- CA
- Canada
- Prior art keywords
- alpha
- hair treatment
- treatment composition
- composition according
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Topical compositions for treating hair are presented. The compositions comprise functionalized silicones having defined physicochemical properties that exhibit superior conditioning durability on hair than previously known silicone based conditioners, especially where the hair has been previously damaged through chemical treatments, such as occurs during permanent dyeing, bleaching and permanent waving.
Claims (20)
1. Hair treatment composition comprising a functionalized silicone polymer having an interfacial tension (IFT) of 1 to 12 mN/m and a viscosity from 400 to 150,000 mPa.s, wherein the functionalized silicone polymer deposits durably on hair.
2. Hair treatment composition according to claim 1, wherein the IFT is in the range 1 to 10 mN/m, preferably in the range 1 to 8 mN/m, most preferably in the range 1 to 4 mN/m.
3. Hair treatment composition according to any one of the preceding claims, wherein the functionalized silicone has a viscosity in the range 4000 to 25,000 mPa.s.
4. Hair treatment composition according to any one of the preceding claims, wherein the functionalized silicone is present in an amount ranging from 0.1 to 20%wt, preferably from 0.5 to 7.5%wt.
5. Hair treatment composition according to any one of the preceding claims, which is in the form of an oil-in-water emulsion.
6. Hair treatment composition according to claim 5, additionally comprising 0.1 to 15% based on the weight of the aqueous continuous phase of emulsifier.
7. Hair treatment composition according to claim 6, wherein the emulsifier comprises a surfactant system including one or more of an anionic surfactant, cationic surfactant, amphoteric surfactant, water-soluble polymeric surfactant, water soluble silicone-containing surfactant and a non-ionic surfactant.
8. Hair treatment composition according to claim 7, wherein the surfactant system is capable of forming a liquid crystal structure around the silicone droplets.
9. Hair treatment composition according to claim 8, wherein the surfactant system does not comprise quaternary ammonium compounds of formula:
where R1 is an alkyl or alkenyl group having from about 8 to 22 carbon atoms, R2-R4 are each independently an alkyl or hydroxyalkyl group having from about 1 to 4 carbon atoms, and X- is a salt forming anion.
where R1 is an alkyl or alkenyl group having from about 8 to 22 carbon atoms, R2-R4 are each independently an alkyl or hydroxyalkyl group having from about 1 to 4 carbon atoms, and X- is a salt forming anion.
10. Hair treatment composition according to claim 8 or 9, wherein the surfactant system comprises quaternary ammonium compounds of formula where R5, R6 are each independently an alkyl or alkenyl group having from about 8 to 22 carbon atoms, R7 is an alkyl or alkenyl group having from about to 22 carbon atoms or alkyl or hydroxyalkyl group having from about 1 to 4 carbon atoms, R8 is an alkyl or hydroxyalkyl group having from about 1 to 4 carbon atoms, and X- is a salt forming anion.
11. Hair treatment composition according to any one of claims 8 to 10, wherein the functionalized silicone particle size is greater than 500nm, preferably greater than 1 µm.
12. Hair treatment composition according to any one of claims 8 to 11, wherein the functionalized silicone particle size is greater than 2µm.
13. Hair treatment composition according to any one of the preceding claims, wherein the functionalized silicone is an organomodified silicone of the pendant or graft type according to the following formula:
or a block copolymer type according to the following formula:
where m is greater than or equal to 1, n is about 50 to 2000, p is about 0 to 50, q is about 0 to 50, r is about 0 to 50, s is about 0 to 50, wherein p + q + r +
s is greater than or equal to 1, B1 is H, OH, an alkyl or an alkoxy group; A1, A2, A3 and A4 are be straight, branched or mono- or polycyclic aliphatic, mono or polyunsaturated alkyl, aryl, heteroalkyl, heteroaliphatic or heteroolefinic moiety comprising 3 to 150 carbon atoms together with 0-50 heteroatoms including one or more polar substituents selected from electron withdrawing, electron neutral, or electron donating groups with Hammett sigma para values between -1.0 and +1.5.
or a block copolymer type according to the following formula:
where m is greater than or equal to 1, n is about 50 to 2000, p is about 0 to 50, q is about 0 to 50, r is about 0 to 50, s is about 0 to 50, wherein p + q + r +
s is greater than or equal to 1, B1 is H, OH, an alkyl or an alkoxy group; A1, A2, A3 and A4 are be straight, branched or mono- or polycyclic aliphatic, mono or polyunsaturated alkyl, aryl, heteroalkyl, heteroaliphatic or heteroolefinic moiety comprising 3 to 150 carbon atoms together with 0-50 heteroatoms including one or more polar substituents selected from electron withdrawing, electron neutral, or electron donating groups with Hammett sigma para values between -1.0 and +1.5.
14. Hair treatment composition according to claim 13, wherein the polar substituents comprise groups .alpha.1, .alpha.2, .alpha.3, and .alpha.4; S-linked groups including S.alpha.1, SCN, SO2.alpha.1, SO3.alpha.1, SS.alpha.1 1, SO.alpha.1, SO2N.alpha.1.alpha.2, SN.alpha.1.alpha.2, S(N.alpha.1).alpha.2, S(O)(N.alpha.1).alpha.2, S.alpha.1(N.alpha.2), SON.alpha.1.alpha.2; O-linked groups including O.alpha.1, OO.alpha.1, OCN, ON.alpha.1.alpha.2; N-linked groups including N.alpha.1.alpha.2, N.alpha.1.alpha.2.alpha.3+, NC, N.alpha.1O.alpha.2, N.alpha.1S.alpha.2, NCO, NCS, NO2, N=N.alpha.1, N=NO.alpha.1, N.alpha.1CN, N=C=N.alpha.1, N.alpha.1N.alpha.2.alpha.3, N.alpha.1N.alpha.2N.alpha.3.alpha.4, N.alpha.1N=N.alpha.2;
COX, CONS, CON.alpha.1.alpha.2, CON.alpha.1CO.alpha.2, C(=N.alpha.1)N.alpha.1.alpha.2, CHO, CHS, CN, NC, and X, where:
.alpha.1, .alpha.2, .alpha.3, and .alpha.4 may be straight, branched or mono-or polycyclic aliphatic, mono or polyunsaturated alkyl, aryl, heteroalkyl, heteroaliphatic or heteroolefinic moiety comprising 3 to 150 carbon atoms together with 0-50 heteroatoms, especially O, N, S, P, and X is F, Cl, Br, or I, where H is hydrogen, O is oxygen, N is nitrogen, C is carbon, S is sulfur, Cl is chlorine, Br is bromine, I is iodine, F is fluorine.
COX, CONS, CON.alpha.1.alpha.2, CON.alpha.1CO.alpha.2, C(=N.alpha.1)N.alpha.1.alpha.2, CHO, CHS, CN, NC, and X, where:
.alpha.1, .alpha.2, .alpha.3, and .alpha.4 may be straight, branched or mono-or polycyclic aliphatic, mono or polyunsaturated alkyl, aryl, heteroalkyl, heteroaliphatic or heteroolefinic moiety comprising 3 to 150 carbon atoms together with 0-50 heteroatoms, especially O, N, S, P, and X is F, Cl, Br, or I, where H is hydrogen, O is oxygen, N is nitrogen, C is carbon, S is sulfur, Cl is chlorine, Br is bromine, I is iodine, F is fluorine.
15. Hair treatment composition according to claim 14, wherein the polar substituents are selected from polyoxyalkylene, primary and secondary amine, amide, quaternary ammonium, carboxyl, sulfonate, sulfate, carbohydrate, phosphate, and hydroxyl and mixtures of these.
16. Hair treatment composition according to claim 15, wherein the polar substituents comprise amine substituents.
17. Hair treatment composition according to claim 14, wherein the polar substituents comprise amino-, polyol- substituents of the formula:
or wherein each R1 is independently selected from the group consisting of a hydrogen atom and a group of formula -R2NY2, wherein each Y is independently a hydrogen atom or Y', and each Y' is a group of formula -CH2CH(OH)R2-OH
wherein R2 is independently a divalent hydrocarbon group having 1 to 10 carbon atoms, and the proviso that every Y is not H.
or wherein each R1 is independently selected from the group consisting of a hydrogen atom and a group of formula -R2NY2, wherein each Y is independently a hydrogen atom or Y', and each Y' is a group of formula -CH2CH(OH)R2-OH
wherein R2 is independently a divalent hydrocarbon group having 1 to 10 carbon atoms, and the proviso that every Y is not H.
18. Hair treatment composition according to claim 17, wherein Y' is a group of a formula -CH2CH(OH) CH2OH, and the functionalised silicone is of the pendant type, wherein n is from 200 to 500, p is from 20 to 50 and q, r and s are equal to zero.
19. Hair treatment composition according to any one of the preceding claims additionally comprising a hair bleaching component and/or a hair dyeing component.
20. Hair treatment kit comprising:
(a) an oxidative bleaching composition (b) a dye composition; and a hair treatment composition according to any one of the preceding claims comprised within component (a) and/or within component (b) and/or provided as a separate component.
(a) an oxidative bleaching composition (b) a dye composition; and a hair treatment composition according to any one of the preceding claims comprised within component (a) and/or within component (b) and/or provided as a separate component.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB0209136.1 | 2002-04-22 | ||
GBGB0209136.1A GB0209136D0 (en) | 2002-04-22 | 2002-04-22 | Durable hair treatment composition |
PCT/US2003/013568 WO2003088939A2 (en) | 2002-04-22 | 2003-04-22 | Durable hair treatment composition |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2482484A1 true CA2482484A1 (en) | 2003-10-30 |
CA2482484C CA2482484C (en) | 2011-10-25 |
Family
ID=9935256
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2482484A Expired - Lifetime CA2482484C (en) | 2002-04-22 | 2003-04-22 | Durable hair treatment composition |
Country Status (13)
Country | Link |
---|---|
US (2) | US20030206879A1 (en) |
EP (1) | EP1358865B2 (en) |
JP (2) | JP2005524688A (en) |
CN (1) | CN1646084A (en) |
AT (1) | ATE490000T1 (en) |
AU (1) | AU2003239331B2 (en) |
BR (1) | BRPI0309441A2 (en) |
CA (1) | CA2482484C (en) |
DE (1) | DE60335157D1 (en) |
ES (1) | ES2356901T5 (en) |
GB (1) | GB0209136D0 (en) |
MX (1) | MXPA04010083A (en) |
WO (1) | WO2003088939A2 (en) |
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EP1591102A1 (en) * | 2004-04-30 | 2005-11-02 | The Procter & Gamble Company | Process and kit-of-parts for improved hair conditioning after coloring, bleaching or perming |
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FR2872039B1 (en) * | 2004-06-23 | 2006-08-04 | Rhodia Chimie Sa | COSMETIC COMPOSITION COMPRISING POLYORGANOSILOXANE AND USES THEREOF |
JP2008538768A (en) * | 2005-05-04 | 2008-11-06 | ザ プロクター アンド ギャンブル カンパニー | Hair dyeing kit and its use |
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BRPI0812751A2 (en) * | 2007-06-15 | 2014-09-30 | Procter & Gamble | HAIR CONDITIONING COMPOSITION UNDERSTANDING AMINE TYPE CATIVE AND DIRECT DYE |
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US8926954B2 (en) | 2009-02-09 | 2015-01-06 | L'oreal S.A. | Wave composition containing a bisulfite compound, a sulfate compound, and a phenol |
JP5766905B2 (en) * | 2009-10-27 | 2015-08-19 | ホーユー株式会社 | Hydrogen peroxide-containing composition |
US9956432B2 (en) * | 2010-11-05 | 2018-05-01 | Avon Products, Inc. | Method for improving color retention in artificially colored hair |
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JP2013006822A (en) * | 2011-05-24 | 2013-01-10 | Kanagawa Univ | Emulsified product, and method for producing the same |
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KR20150023821A (en) * | 2013-06-28 | 2015-03-05 | 호유 가부시키가이샤 | Hair cosmetic material composition and oxide-containing composition thereof, hair cosmetic material, and hair cosmetic product |
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BR112018010341B1 (en) * | 2015-11-24 | 2021-08-10 | L'oreal | METHOD FOR CHANGING HAIR COLOR |
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FR3140279A1 (en) * | 2022-09-30 | 2024-04-05 | L'oreal | Cosmetic hair care composition comprising at least one particular amino silicone and at least one non-silicone fatty substance, and method for cosmetic treatment of hair |
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-
2002
- 2002-04-22 GB GBGB0209136.1A patent/GB0209136D0/en not_active Ceased
-
2003
- 2003-04-08 US US10/409,425 patent/US20030206879A1/en not_active Abandoned
- 2003-04-08 DE DE60335157T patent/DE60335157D1/en not_active Expired - Lifetime
- 2003-04-08 EP EP03252202.1A patent/EP1358865B2/en not_active Expired - Lifetime
- 2003-04-08 AT AT03252202T patent/ATE490000T1/en not_active IP Right Cessation
- 2003-04-08 ES ES03252202.1T patent/ES2356901T5/en not_active Expired - Lifetime
- 2003-04-22 CN CNA038090538A patent/CN1646084A/en active Pending
- 2003-04-22 BR BRPI0309441A patent/BRPI0309441A2/en not_active Application Discontinuation
- 2003-04-22 JP JP2003585692A patent/JP2005524688A/en active Pending
- 2003-04-22 CA CA2482484A patent/CA2482484C/en not_active Expired - Lifetime
- 2003-04-22 WO PCT/US2003/013568 patent/WO2003088939A2/en active IP Right Grant
- 2003-04-22 MX MXPA04010083A patent/MXPA04010083A/en active IP Right Grant
- 2003-04-22 AU AU2003239331A patent/AU2003239331B2/en not_active Ceased
-
2007
- 2007-03-23 JP JP2007077312A patent/JP4887193B2/en not_active Expired - Lifetime
- 2007-08-20 US US11/894,164 patent/US20080044368A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
JP2007169298A (en) | 2007-07-05 |
AU2003239331B2 (en) | 2007-04-19 |
DE60335157D1 (en) | 2011-01-13 |
AU2003239331A1 (en) | 2003-11-03 |
GB0209136D0 (en) | 2002-05-29 |
WO2003088939A2 (en) | 2003-10-30 |
EP1358865B2 (en) | 2017-07-26 |
EP1358865A2 (en) | 2003-11-05 |
EP1358865A3 (en) | 2004-01-07 |
JP4887193B2 (en) | 2012-02-29 |
CA2482484C (en) | 2011-10-25 |
BRPI0309441A2 (en) | 2016-07-19 |
US20030206879A1 (en) | 2003-11-06 |
WO2003088939A3 (en) | 2004-02-05 |
ES2356901T3 (en) | 2011-04-14 |
JP2005524688A (en) | 2005-08-18 |
ES2356901T5 (en) | 2017-11-24 |
EP1358865B1 (en) | 2010-12-01 |
CN1646084A (en) | 2005-07-27 |
US20080044368A1 (en) | 2008-02-21 |
ATE490000T1 (en) | 2010-12-15 |
MXPA04010083A (en) | 2004-12-13 |
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